CA1160784A - Systemes aqueux de resine de silicone-polyester, methode de preparation et applications - Google Patents

Systemes aqueux de resine de silicone-polyester, methode de preparation et applications

Info

Publication number: CA1160784A
Authority: CA; Canada
Prior art keywords: silicone; resin; polyester; aqueous; parts
Prior art date: 1978-08-12
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA000333546A

Other languages

English (en)

Inventor

Ottfried Schlak

Hans-Heinrich Moretto

Werner Clarenz

Bernd Peltzer

Willy Burgmer

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Momentive Performance Materials GmbH

Original Assignee

Bayer AG

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1978-08-12

Filing date

1979-08-10

Publication date

1984-01-17

1978-08-12 Priority claimed from DE19782835495 external-priority patent/DE2835495A1/de

1978-08-12 Priority claimed from DE19782835443 external-priority patent/DE2835443A1/de

1979-08-10 Application filed by Bayer AG filed Critical Bayer AG

1984-01-17 Application granted granted Critical

1984-01-17 Publication of CA1160784A publication Critical patent/CA1160784A/fr

Status Expired legal-status Critical Current

Links

229920001225 polyester resin Polymers 0.000 title claims abstract description 48
239000004645 polyester resin Substances 0.000 title claims abstract description 46
238000000034 method Methods 0.000 title claims abstract description 31
238000004519 manufacturing process Methods 0.000 title claims abstract description 20
229920001296 polysiloxane Polymers 0.000 claims abstract description 119
229920005989 resin Polymers 0.000 claims abstract description 69
239000011347 resin Substances 0.000 claims abstract description 69
239000007787 solid Substances 0.000 claims abstract description 48
239000002253 acid Substances 0.000 claims abstract description 43
239000004922 lacquer Substances 0.000 claims abstract description 40
239000000839 emulsion Substances 0.000 claims abstract description 23
239000000049 pigment Substances 0.000 claims abstract description 15
239000003960 organic solvent Substances 0.000 claims abstract description 14
239000006185 dispersion Substances 0.000 claims abstract description 13
239000011230 binding agent Substances 0.000 claims abstract description 11
229910020175 SiOH Inorganic materials 0.000 claims abstract description 5
239000000945 filler Substances 0.000 claims abstract description 5
229920000728 polyester Polymers 0.000 claims description 84
239000000203 mixture Substances 0.000 claims description 73
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
-1 polysiloxane moiety Polymers 0.000 claims description 33
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 28
229920002050 silicone resin Polymers 0.000 claims description 23
150000001412 amines Chemical class 0.000 claims description 17
238000000576 coating method Methods 0.000 claims description 12
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
125000003545 alkoxy group Chemical group 0.000 claims description 9
125000004432 carbon atom Chemical group C* 0.000 claims description 9
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
239000003995 emulsifying agent Substances 0.000 claims description 8
125000004104 aryloxy group Chemical group 0.000 claims description 7
239000002270 dispersing agent Substances 0.000 claims description 7
239000002421 finishing Substances 0.000 claims description 7
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
239000011248 coating agent Substances 0.000 claims description 5
230000001804 emulsifying effect Effects 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 4
239000007795 chemical reaction product Substances 0.000 claims description 4
238000006482 condensation reaction Methods 0.000 claims description 4
UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 3
150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 3
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
239000011342 resin composition Substances 0.000 claims description 3
229940086542 triethylamine Drugs 0.000 claims description 3
229910021529 ammonia Inorganic materials 0.000 claims description 2
229960002887 deanol Drugs 0.000 claims description 2
229940043237 diethanolamine Drugs 0.000 claims description 2
239000012972 dimethylethanolamine Substances 0.000 claims description 2
229940000425 combination drug Drugs 0.000 claims 4
150000005840 aryl radicals Chemical class 0.000 claims 2
238000004945 emulsification Methods 0.000 claims 2
125000005843 halogen group Chemical group 0.000 claims 2
229960000510 ammonia Drugs 0.000 claims 1
239000000463 material Substances 0.000 abstract description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
229910052757 nitrogen Inorganic materials 0.000 abstract 1
238000003756 stirring Methods 0.000 description 19
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 18
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 16
229910000069 nitrogen hydride Inorganic materials 0.000 description 12
239000000306 component Substances 0.000 description 11
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 10
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 10
XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 10
239000000047 product Substances 0.000 description 9
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 8
VQLYBLABXAHUDN-UHFFFAOYSA-N bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane;methyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1.C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 VQLYBLABXAHUDN-UHFFFAOYSA-N 0.000 description 8
229960004592 isopropanol Drugs 0.000 description 8
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 7
238000009833 condensation Methods 0.000 description 7
230000005494 condensation Effects 0.000 description 7
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
239000003054 catalyst Substances 0.000 description 6
150000003254 radicals Chemical class 0.000 description 6
238000000926 separation method Methods 0.000 description 6
239000002904 solvent Substances 0.000 description 6
239000008096 xylene Substances 0.000 description 6
238000004383 yellowing Methods 0.000 description 5
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
230000032683 aging Effects 0.000 description 4
YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 description 4
230000007062 hydrolysis Effects 0.000 description 4
238000006460 hydrolysis reaction Methods 0.000 description 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
239000011343 solid material Substances 0.000 description 4
239000004408 titanium dioxide Substances 0.000 description 4
150000002148 esters Chemical class 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
238000002156 mixing Methods 0.000 description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
239000004033 plastic Substances 0.000 description 3
229920003023 plastic Polymers 0.000 description 3
238000012360 testing method Methods 0.000 description 3
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
238000010521 absorption reaction Methods 0.000 description 2
239000000654 additive Substances 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
229920000180 alkyd Polymers 0.000 description 2
239000003849 aromatic solvent Substances 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
238000009826 distribution Methods 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
238000012423 maintenance Methods 0.000 description 2
150000001282 organosilanes Chemical class 0.000 description 2
239000002245 particle Substances 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
239000000843 powder Substances 0.000 description 2
CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
229910052710 silicon Inorganic materials 0.000 description 2
239000010703 silicon Substances 0.000 description 2
230000035882 stress Effects 0.000 description 2
239000000725 suspension Substances 0.000 description 2
ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
FAXDZWQIWUSWJH-UHFFFAOYSA-N 3-methoxypropan-1-amine Chemical compound COCCCN FAXDZWQIWUSWJH-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
239000005046 Chlorosilane Substances 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
UEEJHVSXFDXPFK-UHFFFAOYSA-O N-dimethylethanolamine Chemical compound C[NH+](C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-O 0.000 description 1
OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
230000002411 adverse Effects 0.000 description 1
239000003513 alkali Substances 0.000 description 1
150000001339 alkali metal compounds Chemical class 0.000 description 1
150000001341 alkaline earth metal compounds Chemical class 0.000 description 1
150000003973 alkyl amines Chemical group 0.000 description 1
150000001414 amino alcohols Chemical class 0.000 description 1
150000008064 anhydrides Chemical class 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
125000003710 aryl alkyl group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000002585 base Substances 0.000 description 1
JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 1
238000009835 boiling Methods 0.000 description 1
CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
239000008199 coating composition Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
230000000295 complement effect Effects 0.000 description 1
239000000470 constituent Substances 0.000 description 1
230000007547 defect Effects 0.000 description 1
230000003111 delayed effect Effects 0.000 description 1
OSXYHAQZDCICNX-UHFFFAOYSA-N dichloro(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](Cl)(Cl)C1=CC=CC=C1 OSXYHAQZDCICNX-UHFFFAOYSA-N 0.000 description 1
GNEPOXWQWFSSOU-UHFFFAOYSA-N dichloro-methyl-phenylsilane Chemical compound C[Si](Cl)(Cl)C1=CC=CC=C1 GNEPOXWQWFSSOU-UHFFFAOYSA-N 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
LIKFHECYJZWXFJ-UHFFFAOYSA-N dimethyldichlorosilane Chemical compound C[Si](C)(Cl)Cl LIKFHECYJZWXFJ-UHFFFAOYSA-N 0.000 description 1
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000001962 electrophoresis Methods 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012628 flowing agent Substances 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
PQPVPZTVJLXQAS-UHFFFAOYSA-N hydroxy-methyl-phenylsilicon Chemical compound C[Si](O)C1=CC=CC=C1 PQPVPZTVJLXQAS-UHFFFAOYSA-N 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
230000002045 lasting effect Effects 0.000 description 1
239000011133 lead Substances 0.000 description 1
150000002611 lead compounds Chemical class 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
239000005055 methyl trichlorosilane Substances 0.000 description 1
JLUFWMXJHAVVNN-UHFFFAOYSA-N methyltrichlorosilane Chemical compound C[Si](Cl)(Cl)Cl JLUFWMXJHAVVNN-UHFFFAOYSA-N 0.000 description 1
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
150000001367 organochlorosilanes Chemical class 0.000 description 1
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
239000005054 phenyltrichlorosilane Substances 0.000 description 1
LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical compound C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
239000000088 plastic resin Substances 0.000 description 1
238000005498 polishing Methods 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229910000077 silane Inorganic materials 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
230000008646 thermal stress Effects 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
229910052718 tin Inorganic materials 0.000 description 1
239000011135 tin Substances 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 1
229920006305 unsaturated polyester Polymers 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052726 zirconium Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/10—Block or graft copolymers containing polysiloxane sequences
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/20—Polyesters having been prepared in the presence of compounds having one reactive group or more than two reactive groups
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/695—Polyesters containing atoms other than carbon, hydrogen and oxygen containing silicon
- C08G63/6954—Polyesters containing atoms other than carbon, hydrogen and oxygen containing silicon derived from polxycarboxylic acids and polyhydroxy compounds
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/445—Block-or graft-polymers containing polysiloxane sequences containing polyester sequences
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Wood Science & Technology (AREA)
Paints Or Removers (AREA)

CA000333546A 1978-08-12 1979-08-10 Systemes aqueux de resine de silicone-polyester, methode de preparation et applications Expired CA1160784A (fr)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
DE19782835495 DE2835495A1 (de)	1978-08-12	1978-08-12	Waessrige silikon-polyester-kombinationsharzsysteme, verfahren zu ihrer herstellung und ihre verwendung
DEP2835443.0		1978-08-12
DEP2835495.2		1978-08-12
DE19782835443 DE2835443A1 (de)	1978-08-12	1978-08-12	Waessrige silikon-polyester-harzsysteme, verfahren zu ihrer herstellung und ihre verwendung

Publications (1)

Publication Number	Publication Date
CA1160784A true CA1160784A (fr)	1984-01-17

Family

ID=25775401

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000333546A Expired CA1160784A (fr)	1978-08-12	1979-08-10	Systemes aqueux de resine de silicone-polyester, methode de preparation et applications

Country Status (5)

Country	Link
US (1)	US4287109A (fr)
EP (1)	EP0008090B1 (fr)
BR (1)	BR7905171A (fr)
CA (1)	CA1160784A (fr)
DE (1)	DE2966159D1 (fr)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3008138A1 (de) *	1980-03-04	1981-09-10	Wacker-Chemie GmbH, 8000 München	Verfahren zur herstellung von siliconmodifizierten harzen
DE3214984C2 (de) *	1982-04-22	1985-05-15	Th. Goldschmidt Ag, 4300 Essen	Verfahren zur Herstellung von eines in organischen Lösungsmitteln löslichen, hitzehärtbaren Siliconharzes
DE3214985C2 (de) *	1982-04-22	1985-07-04	Th. Goldschmidt Ag, 4300 Essen	Verfahren zur Herstellung eines mit Wasser verdünnbaren, wärmehärtbaren, mit organischen Polyolen modifizierten Organopolysiloxans
EP0100623B1 (fr) *	1982-08-04	1988-05-18	Dow Corning Limited	Compositions de siloxane-polyester et leur utilisation
US4476278A (en) *	1984-01-05	1984-10-09	Toshiba Silicone Co., Ltd.	Dustproof film forming material
US4695492A (en) *	1985-10-23	1987-09-22	American Can Company	Forming lubricant for a coated metal container and method of making the same
EP0569186B1 (fr) *	1992-04-29	2000-08-09	General Electric Company	Systèmes d'additifs silicone
US5356706A (en) *	1992-12-14	1994-10-18	Shores A Andrew	Release coating for adhesive tapes and labels
US5750630A (en) *	1994-02-04	1998-05-12	Minnesota Mining And Manufacturing Company	Water-based polyurethane polymer, release coating, adhesive tape and process of preparation
US6072019A (en) *	1996-07-19	2000-06-06	3M Innovative Properties Company	Water-based polyurethane polymer, release coating, adhesive tape and process of preparation
DE10302743A1 (de) *	2003-01-24	2004-07-29	Goldschmidt Ag	Verwendung von Siliconharzen als Dispergiermittel
DE102006012906A1 (de) *	2006-03-10	2007-09-13	Itn Nanovation Ag	Kristallinen Ablagerungen entgegenwirkende Schicht oder Beschichtung
US7906671B2 (en) *	2006-11-03	2011-03-15	Exxonmobil Chemical Patents Inc.	Fluids having silicone groups and organic groups containing esters
TWI427118B (zh) *	2011-06-14	2014-02-21	Grand Tek Advance Material Science Co Ltd	有機矽改質聚酯樹脂之組成物與形成方法
DK3524651T3 (da)	2018-02-08	2026-02-16	Evonik Operations Gmbh	Vandig polyorganosiloxanhybridharpiks-dispersion
EP3719076A1 (fr)	2019-04-01	2020-10-07	Evonik Operations GmbH	Dispersion aqueuse de résine polyorganosiloxanhybride
CN116710279A (zh)	2020-11-30	2023-09-05	伊士曼化工公司	可拉伸多层膜
CN114989436B (zh) *	2022-05-30	2023-04-28	浙江鹏孚隆新材料有限公司	一种水性聚酯改性有机硅树脂、制备方法及其应用

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE1178540B (de) *	1952-09-27	1964-09-24	Bayer Ag	Polyestersiloxan-Einbrennlacke
US3044980A (en) *	1959-10-02	1962-07-17	Gen Electric	Silicone-polyester copolymer and process for preparing same
GB1213806A (en) *	1966-10-03	1970-11-25	Ford Motor Co	Siloxane-modified polycarboxylic acid resins, and paint binder compositions incorporating the same
US3655602A (en) *	1967-08-16	1972-04-11	Desoto Inc	Silicone-containing hydrophylic resins dispersible in water
US3813351A (en) *	1968-12-31	1974-05-28	Hercules Inc	Priming composition
US3919438A (en) *	1972-02-10	1975-11-11	Gen Electric	Method of coating using a silicone modified polyester
DE2232419B1 (de) *	1972-07-01	1973-09-20	Th. Goldschmidt Ag, 4300 Essen	Verfahren zur Herstellung von mit Polysiloxanblocken modifizierten ge sattigten Polyestern
JPS5315900B2 (fr) *	1974-10-02	1978-05-27
JPS51106196A (en) *	1975-03-17	1976-09-20	Toray Silicone Co	Arukitsudojushino seizohoho

1979
- 1979-08-03 EP EP19790102793 patent/EP0008090B1/fr not_active Expired
- 1979-08-03 DE DE7979102793T patent/DE2966159D1/de not_active Expired
- 1979-08-10 CA CA000333546A patent/CA1160784A/fr not_active Expired
- 1979-08-10 US US06/065,671 patent/US4287109A/en not_active Expired - Lifetime
- 1979-08-10 BR BR7905171A patent/BR7905171A/pt unknown

Also Published As

Publication number	Publication date
EP0008090B1 (fr)	1983-09-14
EP0008090A1 (fr)	1980-02-20
US4287109A (en)	1981-09-01
BR7905171A (pt)	1980-04-29
DE2966159D1 (en)	1983-10-20

Legal Events

Date	Code	Title	Description
2001-01-17	MKEX	Expiry

Publication	Publication Date	Title
US4287109A (en)	1981-09-01	Aqueous silicone-polyester resin systems, a process for their production and their use
AU626938B2 (en)	1992-08-13	Water-dissipatable polyester resins and coatings prepared therefrom
US2587295A (en)	1952-02-26	Alkyd-polysiloxane resins
US5280098A (en)	1994-01-18	Epoxy-functional silicone resin
US12404407B2 (en)	2025-09-02	Aqueous polyorganosiloxane hybrid resin dispersion
AU745890B2 (en)	2002-04-11	Addition-crosslinkable epoxy-functional organopolysiloxane polymer and coating composition
US6090890A (en)	2000-07-18	Resin composition for powder paints
EP0390082B1 (fr)	1994-11-30	Compositions de revêtement de résine d'organosilicone
CA2102169A1 (fr)	1994-05-07	Substances de glacage et leur utilisation pour realiser des revetements resistant aux acides
US4035332A (en)	1977-07-12	Water-soluble silicone-modified resin compositions
US4529758A (en)	1985-07-16	Water based resin dispersions
EP0638605B1 (fr)	1998-12-09	Procédé de préparation d'une résine de polyester modifié par un siloxane et composition durcissable à base de cette résine
US4749764A (en)	1988-06-07	Process for the preparation of heat-curable silicone
EP0203390A2 (fr)	1986-12-03	Hydrolysats partiels contenant des groupes hydrolysables à partir d'organosilanes
US4452961A (en)	1984-06-05	Process for the synthesis of heat-curable silicone resins
JPH0563512B2 (fr)	1993-09-10
KR900007878B1 (ko)	1990-10-22	비겔화 수지 및 그의 제조방법 및 이 수지를 이용한 기질의 피복 방법
US4141926A (en)	1979-02-27	Method for preparing epoxy-modified silicon resins
US3449465A (en)	1969-06-10	Polyester-poylsiloxane resins giving coatings of increased gloss retention and color stability
JPH07300528A (ja)	1995-11-14	有機改質熱硬化性シリコーン樹脂の製造方法及びこれにより得られた樹脂
JPS6323228B2 (fr)	1988-05-16
JPH07278497A (ja)	1995-10-24	被覆用塗料組成物
EP0148636B1 (fr)	1986-11-26	Compositions de revêtement
JPH0593156A (ja)	1993-04-16	長浴寿命を持つシリコーン防蝕塗料
JPH08501577A (ja)	1996-02-20	水分散性ポリエステル樹脂及びその製造方法